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GB2225321B - A process for the preparation of 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-acetic acid and its dihydrochloride - Google Patents

A process for the preparation of 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-acetic acid and its dihydrochloride

Info

Publication number
GB2225321B
GB2225321B GB8926243A GB8926243A GB2225321B GB 2225321 B GB2225321 B GB 2225321B GB 8926243 A GB8926243 A GB 8926243A GB 8926243 A GB8926243 A GB 8926243A GB 2225321 B GB2225321 B GB 2225321B
Authority
GB
United Kingdom
Prior art keywords
phenylmethyl
dihydrochloride
piperazinyl
chlorophenyl
ethoxy
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
GB8926243A
Other versions
GB2225321A (en
GB8926243D0 (en
Inventor
Eric Cossement
Genevieve Motte
Guy Bodson
Jean Gobert
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
UCB SA
Original Assignee
UCB SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by UCB SA filed Critical UCB SA
Publication of GB8926243D0 publication Critical patent/GB8926243D0/en
Publication of GB2225321A publication Critical patent/GB2225321A/en
Application granted granted Critical
Publication of GB2225321B publication Critical patent/GB2225321B/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
GB8926243A 1988-11-23 1989-11-21 A process for the preparation of 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-acetic acid and its dihydrochloride Expired - Lifetime GB2225321B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB888827391A GB8827391D0 (en) 1988-11-23 1988-11-23 Process for preparation of 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-pipera-zinyl)ethoxy)-acetic acid & its dihydrochloride

Publications (3)

Publication Number Publication Date
GB8926243D0 GB8926243D0 (en) 1990-01-10
GB2225321A GB2225321A (en) 1990-05-30
GB2225321B true GB2225321B (en) 1992-04-08

Family

ID=10647347

Family Applications (2)

Application Number Title Priority Date Filing Date
GB888827391A Pending GB8827391D0 (en) 1988-11-23 1988-11-23 Process for preparation of 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-pipera-zinyl)ethoxy)-acetic acid & its dihydrochloride
GB8926243A Expired - Lifetime GB2225321B (en) 1988-11-23 1989-11-21 A process for the preparation of 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-acetic acid and its dihydrochloride

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB888827391A Pending GB8827391D0 (en) 1988-11-23 1988-11-23 Process for preparation of 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-pipera-zinyl)ethoxy)-acetic acid & its dihydrochloride

Country Status (16)

Country Link
KR (1) KR970009728B1 (en)
AT (1) AT398971B (en)
CA (1) CA1317300C (en)
CY (1) CY1671A (en)
DK (1) DK174543B1 (en)
ES (1) ES2021907A6 (en)
FI (1) FI91862C (en)
GB (2) GB8827391D0 (en)
GR (1) GR1000553B (en)
HK (1) HK95892A (en)
HU (1) HU205094B (en)
NO (1) NO172342C (en)
PH (1) PH25982A (en)
PL (1) PL161379B1 (en)
PT (1) PT92364B (en)
SG (1) SG89492G (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2118320C1 (en) * 1993-03-15 1998-08-27 Юцб С.А. Enantiomers of 1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)sulfonyl]- -piperazine, method of their synthesis, method of synthesis of enantiomers of 1-[(4-chlorophenyl)phenylmethyl]-piperazine, enantiomers of 1-[(4-chlorophenyl)phenylmethyl]-piperazine, enantiomers of 1-[(4-chlorophenyl)phenylmethyl]-piperazine derivatives

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AU703690B2 (en) * 1992-09-24 1999-04-01 Sepracor, Inc. Methods for treating allergic disorders using optically pure (+)cetirizine
WO1994006429A1 (en) * 1992-09-24 1994-03-31 Sepracor, Inc. Compositions for treating allergic disorders using (-) cetirizine
EP0885611A3 (en) * 1992-09-24 1999-01-07 Sepracor, Inc. Methods and compositions for treating allergic disorders using optically pure (+) cetirizine
US6469009B1 (en) 1996-04-08 2002-10-22 Ucb, S.A. Pharmaceutical compositions for the treatment of rhinitis
BE1010094A3 (en) * 1996-04-10 1997-12-02 Ucb Sa NEW [2- (1-piperazinyl) ethoxy] SUBSTITUTED.
BE1010095A3 (en) * 1996-04-10 1997-12-02 Ucb Sa METHOD OF PREPARATION OF ACID 2- [2- [4 - [(4-Chlorophenyl) phenylmethyl] -1-PIPERAZINYL] ETHOXY] acetic acid AND ITS SALTS.
JP3476475B2 (en) 1997-06-04 2003-12-10 株式会社アズウェル Method for producing piperazine sulfonamide derivative and salt thereof
EP0919550A1 (en) 1997-11-26 1999-06-02 Ucb, S.A. Pseudopolymorphic forms of 2-2-4-bis(4-fluorophenyl)methyl-1-piperazinyl-ethoxy acetic acid dihydrochloride
IL124195A (en) * 1998-04-23 2000-08-31 Chemagis Ltd Process for the preparation of esters of 2-¬4-¬4-chlorophenyl¾phenylmethyl¾-1-piperazinyl¬ethoxy¾acetic acid
GR990100135A (en) * 1999-04-22 2000-12-29 Genepharm �.�. Method of preparation 2-(2-{4-[(4-chlorophenyl)(phenyl)methhyl]piperasine}-ethoxy)acetic acid and its bihydrochloric salt
JP2002249487A (en) 2001-02-22 2002-09-06 Sumitomo Chem Co Ltd A 4- (tert-butoxycarbonyl) piperazine derivative, an optically active acid addition salt thereof, a method for producing them, and a method for producing optically active 1-[(substituted phenyl) phenylmethyl] piperazine using the same.
US6977301B1 (en) 2001-05-29 2005-12-20 Ucb, S.A. Process for preparing (S) and (R)—2-[4-(4-chlorobenzhydryl)piperazin-1-yl]-ethoxyacetamide
US7199241B1 (en) 2001-05-29 2007-04-03 Ucb, S.A. Process for preparing (S) and (R)-2-[4-(4-chlorobenzhydryl)piperazin-1-yl]-ethoxyacetamide
CA2514145A1 (en) * 2003-01-23 2004-08-05 Ucb Farchim Sa Piperazine derivatives and their use as synthesis intermediates
KR100503443B1 (en) 2004-02-02 2005-07-22 한림제약(주) Processes for preparing an optically active cetirizine or its salt
EA012575B1 (en) * 2005-03-03 2009-10-30 Юсб Фархим Са Pyroglutamate salts and their use in the optical resolution of intermediates for the synthesis of dextrocetirizine and levocetirizine
HU227325B1 (en) * 2005-12-08 2011-03-28 Egis Gyogyszergyar Nyrt Process for the production of an intermediate of (dextro- and levo)- cetirizine
EA016523B1 (en) * 2007-03-12 2012-05-30 Крка, Товарна Здравил, Д.Д., Ново Место New process for the preparation of levocetirizine and intermediates thereof
SI22489A (en) * 2007-03-12 2008-10-31 Krka, Tovarna Zdravil, D.D., Novo Mesto New procedure for preparation of levocetirizine and its intermediates
WO2008152650A1 (en) 2007-06-15 2008-12-18 Symed Labs Limited Process for preparation of substantially optically pure levorotatory and dextrorotatory enantiomers of cetirizine using novel intermediates
WO2009062036A2 (en) * 2007-11-09 2009-05-14 Dr. Reddy's Laboratories Ltd. Processes for preparing levocetirizine and pharmaceutically acceptable salts thereof
US7989623B2 (en) 2007-11-21 2011-08-02 Synthon Bv Process for making n-(diphenylmethyl)piperazines
ES2361343T3 (en) 2007-11-21 2011-06-16 Synthon B.V. PROCEDURE TO OBTAIN N- (DIFENYLMETIL) PIPERAZINAS.
NZ589492A (en) 2008-06-02 2012-06-29 Cipla Ltd Processes for the synthesis of levocetirizine and intermediates for use therein
EP2297122B1 (en) * 2008-06-11 2014-05-21 KRKA, tovarna zdravil, d.d., Novo mesto New process for the preparation of levocetirizine and intermediates thereof
KR100998067B1 (en) 2008-09-08 2010-12-03 주식회사 삼오제약 Bis (1-[(4-chlorophenyl) phenylmethyl] piperazin) -2,3-dibenzoyl tartaric acid novel intermediate salt and optically pure 1-[(4-chlorophenyl) phenylmethyl] piperazin using the same How to separate
WO2010046908A2 (en) 2008-09-17 2010-04-29 Calyx Chemicals And Pharmaceuticals Pvt. Ltd. Novel water based process for the preparation of substituted diphenylmethyl piperazines
WO2010107404A1 (en) 2009-03-16 2010-09-23 Mahmut Bilgic Stable pharmaceutical combinations
TR201007652A2 (en) 2010-09-20 2012-04-24 Bi̇lgi̇ç Mahmut Synergistic effect.
TR201009398A2 (en) 2010-11-11 2012-05-21 Bi̇lgi̇ç Mahmut Tablet formulations with improved physical properties
WO2012101475A1 (en) 2011-01-27 2012-08-02 Jubilant Life Sciences Limited An improved process for the preparation of antihistaminic drugs via a novel carbamate intermediate
CN103044355A (en) * 2011-10-13 2013-04-17 湖南九典制药有限公司 Key intermediate for synthesizing levocetirizine and preparation method thereof
KR101418404B1 (en) 2012-01-06 2014-07-10 한미약품 주식회사 Stable pharmaceutical formulation for oral administration comprising levocetirizine or a pharmaceutically acceptable salt thereof, and montelukast or a pharmaceutically acceptable salt thereof
KR102226833B1 (en) 2013-06-28 2021-03-12 한미약품 주식회사 Complex granule formulation having improved stability comprising levocetirizine and montelukast
CN104045607B (en) * 2014-05-21 2016-04-13 丽珠医药集团股份有限公司 A kind of purification process of cetrizine hcl
CN105924409B (en) * 2016-05-12 2019-01-08 浙江永宁药业股份有限公司 The method for splitting of one kind (R) -1- ((2- chlorphenyl)-(phenyl)-methyl)-piperazine
CN111205247B (en) * 2020-04-22 2020-08-14 湖南九典宏阳制药有限公司 Preparation method of levocetirizine

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0058146A1 (en) * 1981-02-06 1982-08-18 U C B, S.A. 2-(4-(Diphenylmethyl)-1-piperazinyl)-acetic acids and their amides, process for their preparation and pharmaceutical compositions

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0058146A1 (en) * 1981-02-06 1982-08-18 U C B, S.A. 2-(4-(Diphenylmethyl)-1-piperazinyl)-acetic acids and their amides, process for their preparation and pharmaceutical compositions

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
LF Fieser and M Fieser,Advanced organic chemistry,(New York,1961) p.365 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2118320C1 (en) * 1993-03-15 1998-08-27 Юцб С.А. Enantiomers of 1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)sulfonyl]- -piperazine, method of their synthesis, method of synthesis of enantiomers of 1-[(4-chlorophenyl)phenylmethyl]-piperazine, enantiomers of 1-[(4-chlorophenyl)phenylmethyl]-piperazine, enantiomers of 1-[(4-chlorophenyl)phenylmethyl]-piperazine derivatives

Also Published As

Publication number Publication date
CY1671A (en) 1993-05-14
PT92364A (en) 1990-05-31
ATA266589A (en) 1994-07-15
FI91862B (en) 1994-05-13
FI91862C (en) 1994-08-25
PL161379B1 (en) 1993-06-30
NO894651L (en) 1990-05-25
DK586789D0 (en) 1989-11-22
NO172342B (en) 1993-03-29
GB2225321A (en) 1990-05-30
AT398971B (en) 1995-02-27
HU896131D0 (en) 1990-02-28
PH25982A (en) 1992-01-13
GB8827391D0 (en) 1988-12-29
SG89492G (en) 1992-12-04
NO894651D0 (en) 1989-11-22
KR970009728B1 (en) 1997-06-17
GR890100770A (en) 1990-12-31
FI895564A0 (en) 1989-11-22
DK586789A (en) 1990-05-24
KR900007825A (en) 1990-06-02
CA1317300C (en) 1993-05-04
PT92364B (en) 1995-07-18
HK95892A (en) 1992-12-11
GB8926243D0 (en) 1990-01-10
HUT53627A (en) 1990-11-28
ES2021907A6 (en) 1991-11-16
DK174543B1 (en) 2003-05-19
GR1000553B (en) 1992-08-26
NO172342C (en) 1993-07-07
HU205094B (en) 1992-03-30

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Legal Events

Date Code Title Description
732E Amendments to the register in respect of changes of name or changes affecting rights (sect. 32/1977)
PCNP Patent ceased through non-payment of renewal fee

Effective date: 20081121